COMPOSITION COMPRISING AT LEAST 5% BY WEIGHT OF TITANIUM OXIDES, AN a-CYANODIPHENYLACRYLATE DERIVATIVE AND A 4-HYDROXYBENZYLIDENEMALONATE OR 4-HYDROXYCINNAMATE DERIVATIVE

Abstract

The present invention relates to a composition comprising 1) at least one inorganic UV-screening agent chosen from titanium oxides; 2) at least one α-cyanodiphenylacrylate derivative of determined formula; and 3) at least one 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate derivative of determined formula.

The present invention also relates to a cosmetic method for treating the skin against UV radiation using said composition.

Claims

1. A composition comprising: at least one inorganic UV-screening agent chosen from titanium oxides; at least one α-cyanodiphenylacrylate derivative of formula (I) below: ##STR00009## in which: R1 and R2 represent, independently of each other, a hydrogen atom, a linear or branched C1-C30 alkyl radical, or a linear or branched C1-C30 alkoxy radical; R3 represents a linear or branched C1-C30 alkyl radical; and at least one 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate derivative of formula (II) below: ##STR00010## in which: A is a chromophoric group which absorbs UV radiation, comprising two monovalent groups bearing a carbonyl function; R4 denotes a hydrogen atom, a linear or branched C1-C8 alkyl radical or a linear or branched C1-C8 alkoxy radical; R5 denotes a hydrogen atom or a linear or branched C1-C8 alkyl radical.

2. The composition according to claim 1, in which the inorganic UV-screening agent(s) are chosen from coated or uncoated titanium oxides.

3. The composition according to claim 1, in which the coated titanium oxide(s) are pigments that have undergone one or more surface treatments of chemical, electronic, mechanochemical and/or mechanical nature with a compound.

4. The composition according to claim 1, in which the titanium dioxide particles have a number-average elementary particle diameter of less than 100 nm determined by transmission electron microscopy (TEM) or scanning electron microscopy (SEM).

5. The composition according to claim 1, in which the titanium oxide(s) are present in an amount of greater than or equal to 5% by weight relative to the total weight of the composition.

6. The composition according to claim 1, in which, in formula (I), R1 and R2, independently of each other, are chosen from a hydrogen atom and linear or branched C1-C30 alkoxy radicals.

7. The composition according to claim 1, in which, in formula (I), one of the groups R1 and R2 represents a hydrogen atom, and the other represents a linear C1-C8 alkoxy radical.

8. The composition according to claim 1, in which, in formula (I), R3 represents a linear or branched C2-C20 alkyl radical.

9. The composition according to claim 1, in which, in formula (I), R3 represents a branched C3-C10 alkyl radical.

10. The composition according to claim 1, in which the compound of formula (I) is 2-ethylhexyl 2-cyano-3-(4-methoxyphenyl)-3-phenylpropenoate (INCI name: Ethylhexyl methoxycrylene).

11. The composition according to claim 1, in which the α-cyanodiphenylacrylate derivative(s) of formula (I) are present in a concentration of greater than or equal to 0.5% by weight relative to the total weight of the composition.

12. The composition according to claim 1, in which the compounds of formula (II) are chosen from the compounds of formula (IIa) below: ##STR00011## in which: R.sub.4 denotes a hydrogen atom, a linear or branched C.sub.1-C.sub.8 alkyl radical, or a linear or branched C.sub.1-C.sub.8 alkoxy radical; R.sub.5 denotes a hydrogen atom or a linear or branched C.sub.1-C.sub.8 alkyl radical; R.sub.6 is chosen from —C(O)CH.sub.3, —CO.sub.2R.sub.8, —C(O)NH.sub.2 and —C(O)N(R.sub.9).sub.2; R.sub.7 denotes a linear or branched C.sub.1-C.sub.30 alkyl radical; R.sub.8 represents a linear or branched C.sub.1-C.sub.20 alkyl radical; each R.sub.9 independently represents a linear or branched C.sub.1-C.sub.8 alkyl radical; X denotes O or NH.

13. The composition according to claim 1, in which the compounds of formula (II) are chosen from the compounds of formula (IIb) or (IIc) below: ##STR00012## in which: R.sub.6 denotes —CO.sub.2R.sub.8; R.sub.7 denotes a linear or branched C.sub.1-C.sub.8 alkyl; R.sub.8 denotes a linear or branched C.sub.1-C.sub.8 alkyl; X denotes O.

14. The composition according to claim 1, in which the compound(s) of formula (II) are chosen from ethyl α-cyano-3,5-dimethoxy-4-hydroxycinnamate, ethyl α-acetyl-3,5-dimethoxy-4-hydroxycinnamate, isopropyl α-acetyl-3,5-dimethoxy-4-hydroxycinnamate, isoamyl α-acetyl-3,5-dimethoxy-4-hydroxycinnamate, 2-ethylhexyl α-acetyl-3,5-dimethoxy-4-hydroxycinnamate, diethyl 3,5-dimethoxy-4-hydroxybenzylidenemalonate, bis(2-ethylhexyl) 3,5-dimethoxy-4-hydroxybenzylidenemalonate, diisoamyl 3,5-dimethoxy-4-hydroxybenzylidenemalonate, didodecyl 3,5-dimethoxy-4-hydroxybenzylidenemalonate, dipalmitoyl 3,5-dimethoxy-4-hydroxybenzylidenemalonate, diisopropyl 3,5-dimethoxy-4-hydroxybenzylidenemalonate and diethylhexyl syringylidenemalonate.

15. The composition according to claim 1, in which the compound of formula (II) is diethylhexyl syringylidenemalonate (INCI name: Diethylhexyl syringylidenemalonate).

16. The composition according to claim 1, in which the 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate derivative(s) of formula (II) are present in a concentration of greater than or equal to 0.5% by weight relative to the total weight of the composition.

17. The composition according to claim 1, in which the amount of organic UV-screening agents is less than 5% by weight relative to the total weight of the composition.

18. The composition according to claim 1, in which the amount of inorganic UV-screening agents other than titanium oxides is less than 5% by weight relative to the total weight of the composition.

19. The composition according to claim 1, having a sun protection factor (SPF) with a value of at least 30.

20. A cosmetic method for treating the skin against UV radiation, which comprises applying to the skin a composition as defined in claim 1.

Description

EXAMPLES

[0172] The amounts are indicated as weight percentages of starting material (SM) relative to the total weight of the composition, unless otherwise mentioned. The names of the compounds are given as the chemical names or the INCI names.

[0173] Method for Preparing the Emulsion

[0174] The ingredients of the fatty phase are mixed together without heating. The titanium dioxide is added and the whole is homogenized until a uniform mixture is obtained.

[0175] The ingredients of the aqueous phase are mixed together without heating. The alcohol is added.

[0176] The fatty phase and the aqueous phase are emulsified without heating.

[0177] Protocol for Evaluating the Photoblueing

[0178] The principle of these tests consists in exposing the test products to an irradiating light source whose spectral distribution is fully defined and for which the energy emitted is fully quantified. The light sources commonly used are xenon lamps emitting through:

[0179] a platinized quartz filter which diverts the infrared radiation and removes it via the top of the machine;

[0180] and a glass filter which, by absorbing the short ultraviolet radiation, makes it possible to simulate the radiation received behind a presentation window.

A CPS Sun-Test machine is used:

[0181] the illumination provided by a xenon lamp between 300 and 800 nm is set at 765 W/m.sup.2 (value set by the manufacturer);

[0182] the optical filtration is performed by a quartz filter with IR coating and special sheet glass).

[0183] The colour of each flask before and after exposure to the light is then observed with the naked eye.

TABLE-US-00001 TABLE 1 A B C D Composition (comparative) (comparative) (comparative) (invention) Sodium hyaluronate 0.02 0.02 0.02 0.02 (MW: 1 100 000) powder Diethylhexyl — 3 — 3 syringylidenemalonate in caprylic/capric triglyceride (Oxynex ST from Merck) Citric acid monohydrate 0.01 0.01 0.01 0.01 Hectorite modified with 0.35 0.35 0.35 0.35 stearylbenzyldimethylammonium Isopropyl palmitate 17.42 14.42 14.42 11.42 Isocetyl stearate 2 2 2 2 Diisopropyl sebacate 7 7 7 7 Polyglyceryl 2.5 2.5 2.5 2.5 polyricinoleate Rutile titanium oxide 13.04 13.04 13.04 13.04 surface-treated with stearic acid and aluminium hydroxide (MT-100TV from Tayca) Rutile titanium oxide 2 2 2 2 treated with aluminium hydroxide and stearic acid (MT-900Z from Tayca) Dispersion containing 8.36 8.36 8.36 8.36 35% titanium dioxide, treated with aluminium stearate and alumina, dispersed with polyhydroxystearic acid in capric/caprylic triglyceride (Solaveil CT- 300-LQ from Croda) Fragrance 0.3 0.3 0.3 0.3 Polysaccharides (xanthan 0.5 0.5 0.5 0.5 gum, sclerotium gum, pullulan) with lecithin Denatured absolute ethyl 5 5 5 5 alcohol Water 31 31 31 31 Glycerol 6 6 6 6 1,2-Octanediol 0.5 0.5 0.5 0.5 1,3-Propanediol 3 3 3 3 Ethylhexyl — — 3 3 methoxycrylene (Solastay S1 from The Hallstar Company) Vitamin E 1 1 1 1

[0184] After two hours of exposure to the light in a transparent glass flask, composition D in accordance with the invention comprising a combination of an α-cyanodiphenylacrylate derivative (Oxynex ST) and a 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate derivative (Solastay S1) does not show any significant photoblueing, in contrast with the Comparative Compositions A to C comprising neither any α-cyanodiphenylacrylate derivative (Oxynex ST) nor any 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate derivative (Solastay S1) or comprising only one of these derivatives from among α-cyanodiphenylacrylate (Oxynex ST) and 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate (Solastay S1).

[0185] Thus, the combined use of an α-cyanodiphenylacrylate derivative and of a 4-hydroxybenzylidenemalonate or 4-hydroxycinnamate derivative makes it possible to very significantly reduce the photoblueing of a composition comprising a titanium oxide.